Original Reddit post

For context, I’m seeing a guy and want to learn more about him. He’s always telling me that it’s okay to ask him questions and leaves the door open for me to do so. However, I’ve had so many experiences with men and other non-romantic relationships where they keep to themselves or get offended easily by questions. We also talk a lot and while there’s topics we obviously haven’t gotten into, my mind draws a blank on questions. I want to ask him deep things about his life and his past, but I’m not sure what to ask. So I come looking for ideas. So, men, what kinds of questions would you want a woman you’re going on dates with or a girlfriend to ask you about? submitted by /u/Throwaway_Pencil19

Originally posted by u/Throwaway_Pencil19 on r/AskMen